CN103242856B - Liquid crystal composition and liquid crystal display device - Google Patents
Liquid crystal composition and liquid crystal display device Download PDFInfo
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- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 85
- 239000000203 mixture Substances 0.000 title claims abstract description 78
- 150000001875 compounds Chemical class 0.000 claims abstract description 125
- 239000011159 matrix material Substances 0.000 claims abstract description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 25
- 125000000217 alkyl group Chemical group 0.000 claims description 10
- 125000003342 alkenyl group Chemical group 0.000 claims description 8
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 8
- 125000003545 alkoxy group Chemical group 0.000 claims description 8
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims description 4
- CREMABGTGYGIQB-UHFFFAOYSA-N carbon carbon Chemical compound C.C CREMABGTGYGIQB-UHFFFAOYSA-N 0.000 claims description 2
- 239000011203 carbon fibre reinforced carbon Substances 0.000 claims description 2
- 125000004991 fluoroalkenyl group Chemical group 0.000 claims description 2
- 125000004428 fluoroalkoxy group Chemical group 0.000 claims description 2
- 125000003709 fluoroalkyl group Chemical group 0.000 claims description 2
- 239000004615 ingredient Substances 0.000 abstract 1
- 238000012360 testing method Methods 0.000 description 20
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 11
- 238000000034 method Methods 0.000 description 10
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 238000005160 1H NMR spectroscopy Methods 0.000 description 8
- 230000003287 optical effect Effects 0.000 description 8
- 239000000758 substrate Substances 0.000 description 7
- 238000003786 synthesis reaction Methods 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 5
- 210000004027 cell Anatomy 0.000 description 5
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 238000004440 column chromatography Methods 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 239000012295 chemical reaction liquid Substances 0.000 description 3
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- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen(.) Chemical compound [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 3
- 238000011056 performance test Methods 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- 229910000029 sodium carbonate Inorganic materials 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 229940126062 Compound A Drugs 0.000 description 2
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 2
- JNGZXGGOCLZBFB-IVCQMTBJSA-N compound E Chemical compound N([C@@H](C)C(=O)N[C@@H]1C(N(C)C2=CC=CC=C2C(C=2C=CC=CC=2)=N1)=O)C(=O)CC1=CC(F)=CC(F)=C1 JNGZXGGOCLZBFB-IVCQMTBJSA-N 0.000 description 2
- 238000002296 dynamic light scattering Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- 238000006053 organic reaction Methods 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- 239000010409 thin film Substances 0.000 description 2
- 0 *C(CC1)CCC1c(cc1)ccc1-c(cc1F)cc(F)c1F Chemical compound *C(CC1)CCC1c(cc1)ccc1-c(cc1F)cc(F)c1F 0.000 description 1
- JHLKSIOJYMGSMB-UHFFFAOYSA-N 1-bromo-3,5-difluorobenzene Chemical compound FC1=CC(F)=CC(Br)=C1 JHLKSIOJYMGSMB-UHFFFAOYSA-N 0.000 description 1
- GZFGOTFRPZRKDS-UHFFFAOYSA-N 4-bromophenol Chemical compound OC1=CC=C(Br)C=C1 GZFGOTFRPZRKDS-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
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- NLFBCYMMUAKCPC-KQQUZDAGSA-N ethyl (e)-3-[3-amino-2-cyano-1-[(e)-3-ethoxy-3-oxoprop-1-enyl]sulfanyl-3-oxoprop-1-enyl]sulfanylprop-2-enoate Chemical compound CCOC(=O)\C=C\SC(=C(C#N)C(N)=O)S\C=C\C(=O)OCC NLFBCYMMUAKCPC-KQQUZDAGSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
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- 239000005457 ice water Substances 0.000 description 1
- DLEDOFVPSDKWEF-UHFFFAOYSA-N lithium butane Chemical compound [Li+].CCC[CH2-] DLEDOFVPSDKWEF-UHFFFAOYSA-N 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
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- 230000004048 modification Effects 0.000 description 1
- MZRVEZGGRBJDDB-UHFFFAOYSA-N n-Butyllithium Substances [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
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- 238000001308 synthesis method Methods 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
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- Liquid Crystal Substances (AREA)
Abstract
The invention provides a liquid crystal composition and applications thereof. The liquid crystal composition comprises the following ingredients in percentage by weight: 5-60% of compound in a formula I, 10-50% of compound in a formula II, and 10-80% of compound in a formula III. The liquid crystal composition has great dielectric anisotropy, faster response speed and good low-temperature storage stability. The invention further provides an active matrix liquid crystal display device comprising the liquid crystal composition.
Description
Technical Field
The present invention relates to a liquid crystal composition, and more particularly, to a liquid crystal composition having a suitable dielectric anisotropy, a fast response speed, and a good low-temperature storage stability, and an application thereof in an active matrix liquid crystal display device.
Background
Liquid crystal display elements are used in various household electric appliances such as watches and desktop computers, measuring instruments, automobile instrument panels, word processors, electronic organizers, printers, computers, televisions, and the like. The liquid crystal display system includes typical systems such as TN (twisted nematic) system, STN (super twisted nematic) system, DS (dynamic light scattering) system, IPS (in-plane switching) system, OCB (dispersive super vertical) system, ECB (voltage controlled birefringence) system, and VA (vertical alignment) system. Further, as a driving method, a conventional static driving is generally changed to a multiplex driving, and recently, an Active Matrix (AM) method in which driving is performed by a TFT (thin film transistor), a TFD (thin film diode), or the like has become the mainstream of the simple matrix method.
These elements also have liquid crystal compositions with appropriate properties. The liquid crystal composition has a nematic phase. The general characteristics of the composition should be modified to obtain AM elements with good general characteristics. Table 1 below summarizes the relationship between the general characteristics of the two. The general properties of the compositions will be further illustrated based on commercially available AM elements. The temperature range of the nematic phase is related to the temperature range in which the element can be used. The preferred maximum nematic temperature is 70 ℃ or above and the preferred minimum temperature is-10 ℃ or below. The viscosity of the composition is related to the reaction time of the element. For displaying moving images, a short response time is required. Thus, there is a need for compositions of low viscosity, and more so at low temperatures.
TABLE 1 general characteristics of liquid crystal compositions and AM elements
| Numbering | General characteristics of the composition | General characteristics of AM elements |
| 1 | Wide temperature range of nematic phase | Wide usable temperature range |
| 2 | Low viscosity1) | Short reaction time |
| 3 | Adaptation of optical anisotropy | High contrast ratio |
| 4 | Absolute value of dielectric anisotropyBig (a) | Low threshold voltage, low power consumption, and high contrast ratio |
| 5 | High resistivity | High voltage holding ratio and high contrast ratio |
| 6 | Stable to ultraviolet light and heat | Long service life |
1) The liquid crystal composition can be injected into the cell in a short time.
The optical anisotropy of the composition is related to the contrast ratio of the element. The product of the optical anisotropy (Δ n) of the composition and the cell gap (d) of the element (Δ n · d) is designed to maximize the contrast ratio. The appropriate value of the product depends on the kind of operation mode. In the element having the VA mode, a suitable value is 0.30 to 0.40 micrometers. In this case, for an element having a small cell gap, a composition having a large optical anisotropy is required. The large dielectric anisotropy of the composition helps to provide a device with a low threshold voltage, small power consumption, and a large contrast ratio. Therefore, large dielectric anisotropy is required. The large resistivity of the composition contributes to the device having a large voltage holding ratio and a large contrast ratio. Therefore, there is a need for a composition having a large resistivity at room temperature and at an initial stage at a high temperature, and a composition having a large resistivity at room temperature and at a high temperature after a long-term use. The UV stability as well as the thermal stability of the composition is related to the lifetime of the liquid crystal cell. The service life of the element is longer when the stability is higher. These characteristics are required for AM elements used for liquid crystal projectors, liquid crystal televisions, and the like.
The AM device preferably has characteristics such as a wide usable temperature range, a short response time, a large contrast ratio, a low threshold voltage, a large voltage holding ratio, and a long lifetime, and the response time is preferably shorter than 1 millisecond. However, since liquid crystals are usually used as a mixture of a plurality of components, mutual solubility of the components is important, and liquid crystals have to meet different requirements, such as dielectric anisotropy and optical anisotropy, according to different application fields, but the disadvantages of longer response time, lower resistivity, and excessive operating voltage, such as EP0673986, DE19528106, and DE19528107, are significant in the prior art. In addition, poor low-temperature storage stability is also a defect of many existing liquid crystal materials. Therefore, in the field of liquid crystal materials, there is a need for novel liquid crystal compositions having improved properties. In particular, for many types of applications, the composition preferably has high upper limit temperature of the nematic phase, low lower limit temperature of the nematic phase, low viscosity, high optical anisotropy, high dielectric anisotropy, high resistivity, high stability to ultraviolet light, high stability to heat, and the like.
The purpose of the present invention is to provide a liquid crystal composition having at least one of characteristics such as a high upper limit temperature of a nematic phase, a low lower limit temperature of the nematic phase, a low viscosity, a large optical anisotropy, a large dielectric anisotropy, a large specific resistance, a high stability against ultraviolet light, and a high stability against heat. The liquid crystal composition can be applied to an AM element, so that the AM element has the characteristics of short response time, high voltage holding ratio, high contrast, long service life and the like.
Disclosure of Invention
The present invention provides a liquid crystal composition comprising:
5-60% by weight of a compound of the formula I
10-50% by weight of a compound of the formula II
And
10-80% (by weight) of compound III
Wherein,
R1、R2、R3and R4The same or different, each independently represents H, alkyl or alkoxy with 1-7 carbon atoms, or alkenyl or alkenyloxy with 2-7 carbon atoms;
L1、L2、L3and L4Are identical or different, are each independently H or F, and L2And L3At least one of which is F;
andare the same or different and are each independently selected from the group consisting of Anda group of (a);
Z1、Z2、Z3、Z4and Z5The same or different, each independently selected from the group consisting of-COO-, -OCO-, -CH2O-、-OCH2-、-CH2CH2-、-(CH2)4-、-CF2O-、-OCF2-、-C2F4-、-CH2CF2-, -CF = CF-, -CH = CH-, and a carbon-carbon single bond;
X1and X2The same or different, each independently represents H, F, CN, SCN, a fluoroalkyl group having 1 to 7 carbon atoms, a fluoroalkoxy group having 1 to 7 carbon atoms, a fluoroalkenyl group having 2 to 7 carbon atoms, or a fluoroalkenoxy group having 2 to 7 carbon atoms;
m and n are the same or different and each independently represents 0 or 1;
a. b, c and d are the same or different and each independently represents 0, 1 or 2, and a + b + c + d is ≦ 4.
In an embodiment of the present invention, it is preferred that the compound of formula I comprises 15 to 40% by weight of the total liquid crystal composition; the compound of the general formula II accounts for 10-40% of the total weight of the liquid crystal composition; and the compound of formula III accounts for 25-70% of the total weight of the liquid crystal composition.
In some embodiments, the compound of formula I is a compound selected from one or more of the group consisting of:
and
wherein,
the R is1Selected from the group consisting of an alkyl or alkoxy group having 1 to 5 carbon atoms and an alkenyl or alkenyloxy group having 2 to 5 carbon atoms;
said L1Represents H or F.
In some embodiments, the compound of formula ii is a compound selected from one or more of the group consisting of:
and
wherein,
the R is2Is selected from the group consisting of an alkyl or alkoxy group having 1 to 5 carbon atoms and an alkenyl or alkenyloxy group having 2 to 5 carbon atoms.
In some embodiments, the compound of formula iii is selected from one or more of the group consisting of:
and
wherein,
the R is3And said R4The same or different, each independently selected from the group consisting of an alkyl or alkoxy group having 1 to 5 carbon atoms and an alkenyl or alkenyloxy group having 2 to 5 carbon atoms.
In some embodiments, the compound of formula I is particularly preferably one or more of the following compounds:
and
in some embodiments, the compound of formula ii is particularly preferably one or more of the following compounds:
and
in some embodiments, the compound of formula iii is particularly preferably one or more of the following compounds:
and
another aspect of the present invention provides a liquid crystal display device comprising the liquid crystal composition of the present invention.
Still another aspect of the present invention provides an active matrix liquid crystal display device comprising the liquid crystal compound of the present invention.
The liquid crystal medium comprising the liquid crystal composition is determined to have the characteristics of proper dielectric anisotropy, small viscosity, higher response speed and good low-temperature stability by performing a combination experiment on the compounds and comparing with a control.
In the present invention, unless otherwise specified, the proportions are weight ratios, all temperatures are in degrees centigrade, and the thickness of the box selected for the response time data test is 7 μm.
Drawings
FIG. 1 is a drawing of Compound I-1-11H NMR chart;
FIG. 2 is a drawing of Compound I-1-21H NMR chart;
FIG. 3 is a drawing of compound I-1-31H NMR chart;
FIG. 4 is a drawing of Compound I-2-11H NMR chart.
Detailed Description
The invention will be illustrated below with reference to specific embodiments. It should be noted that the following examples are illustrative of the present invention, and are not intended to limit the present invention. Other combinations and various modifications within the spirit or scope of the present invention may be made without departing from the spirit or scope of the present invention.
For convenience of expression, in the following examples, the group structure of the liquid crystal composition is represented by the code listed in Table 2:
TABLE 2 radical structural code of liquid crystal compounds
Compounds of the following formula are exemplified:
the structural formula is represented by the code listed in Table 2, and can be expressed as: nCPUF, where n in the code represents the number of C atoms in the left alkyl group, e.g., n is "3", i.e., the alkyl group is-C3H7(ii) a C in the code represents cyclohexane.
The abbreviated codes of the test items in the following examples are as follows:
cp (. degree. C.): clearing points (nematic-isotropic phase transition temperature)
Δ n: optical anisotropy (589 nm, 20 ℃ C.)
Δ ε: dielectric anisotropy (1 KHz, 25 ℃ C.)
γ 1: torsional viscosity (mPas at 20 ℃ C.)
t-30℃: low temperature storage time (at-30 ℃ C.)
Wherein the refractive index anisotropy is measured by using an Abbe refractometer under a sodium lamp (589 nm) light source at 20 ℃; the dielectric test cell was of the type TN90, the cell thickness being 7 μm.
The components used in the following examples are synthesized by the inventors of the present application according to a known method or by a method in which the components are appropriately combined in organic synthetic chemistry. These synthesis techniques are conventional, and the resulting liquid crystal compounds were tested to meet the standards for electronic compounds. Methods for introducing a target end group, ring structure and binding group into a starting material are described in publications such as Organic Synthesis (John Wiley & Sons, Inc), Organic reaction (Organic reactions, John Wiley & Sons, Inc), Comprehensive Organic Synthesis (Pergamon Press), and New Experimental chemistry lecture (Takayatsu Co., Ltd.). The compounds mentioned in the examples are known conventional compounds, the preparation of which is known to the person skilled in the art.
Preparation example 1 the synthetic route of the formula (I-1) is represented as follows:
the specific process comprises the following steps:
both compound a and compound B can be synthesized by methods known in the art (see CN100415730C for its synthesis method).
Adding 17mmol of compound A, 17mmol of compound B, 50mL of toluene, 25mL of ethanol, 25mL of water and 68mmol of sodium carbonate into a 250mL three-necked flask, and adding 0.85mmol of Pd (PPh) under the protection of nitrogen3)4And continuously refluxing under the protection of nitrogen, reacting for 6 hours, carrying out post-treatment on the reaction solution after the reaction is finished, and purifying by column chromatography to obtain a white solid I-1, wherein GC is more than or equal to 99%.
R1：CH3Preparing a compound having the following structural formula:
yield: 84.5 percent; DSC: C106.8I, respectively; Δ n: 0.193; Δ ε: 24; cp: 66.6;
R1：C2H5preparing a compound having the following structural formula:
yield: 75.5 percent; DSC: C80I; Δ n: 0.166; Δ ε: 24; cp: 46.8 of the total weight of the mixture;
R1：C3H7preparing a compound having the following structural formula:
yield: 75.7 percent; DSC: C75I; Δ n: 0.164 of; Δ ε: 24; cp: 50.5.
of the Compound I-1-11FIG. 1 shows an H-NMR chart;
of the Compound I-1-21FIG. 2 shows an H-NMR chart;
of the Compounds I-1-31The H-NMR chart is shown in FIG. 3.
Preparation example 2 the synthetic route of the compound (I-2) is shown below:
the specific process steps are as follows:
1) synthesis of Compound D
Adding 20mmol of compound A, 21mmol of 3, 5-difluorobromobenzene, 50mL of toluene, 25mL of ethanol, 25mL of water and 80mmol of sodium carbonate into a 250mL three-necked bottle, and adding 1mmol of Pd (PPh) under the protection of nitrogen3)4And continuously refluxing under the protection of nitrogen, reacting for 6 hours, after the reaction is finished, carrying out post-treatment on the reaction liquid, and purifying by column chromatography to obtain a white solid D, wherein the yield is 75%, and the GC content is more than or equal to 98%.
2) Synthesis of Compound E
Adding 15mmol of compound D and 100mL of anhydrous tetrahydrofuran into a 250mL three-necked flask, cooling to-78 ℃ under the protection of nitrogen, dropwise adding 4.4mL of n-BuLi solution (2.5 mol/L of n-hexane solution), continuously stirring at-78 ℃ for 1h after dropwise adding, and dropwise adding 13mmol of CF2Br2And 20ml of anhydrous tetrahydrofuran, after the dropwise addition, continuously controlling the temperature to be-78 ℃, stirring for 1h, after the reaction is finished, pouring the reaction liquid into 500g of ice-water mixture, and performing post-treatment to obtain light yellow solids, namely a compound E and a compound E1Mixture of (GC, E/E)1=77.2/20.5), yield: 74.7%, proceed directly to the next step.
3) Synthesis of Compound F
Adding the yellow solid E (11 mmol calculated by GC purity), 13mmol of p-bromophenol, 15mmol of potassium carbonate and 125mL of DMF obtained in the previous step into a 250mL three-necked flask, reacting at 120 ℃ for 5 hours, performing post-treatment after the reaction is finished, and purifying by column chromatography to obtain a white solid F, wherein the yield is as follows: 41.2 percent and GC is more than or equal to 98 percent.
4) Synthesis of Compound I-2
Adding 4.4mmol of compound F, 4.4mmol of compound B, 15mL of toluene, 8mL of ethanol, 8mL of water and 17.5mmol of sodium carbonate into a 250mL three-necked flask, and adding 0.22mmol of Pd (PPh) under the protection of nitrogen3)4And continuously refluxing under the protection of nitrogen, reacting for 6 hours, after the reaction is finished, carrying out post-treatment on the reaction liquid, and purifying by column chromatography to obtain a white solid I-2, wherein the yield is as follows: 79.9 percent and GC is more than or equal to 98 percent.
R1：C3H7Preparing a compound having the following structural formula:
yield: 79.9 percent; DSC: C85.1N131I, respectively; Δ n: 0.24; Δ ε: 27; cp: 133.
of the Compound I-2-11The H-NMR chart is shown in FIG. 4.
Liquid crystal compositions were prepared according to the compounding ratios of the liquid crystal compositions specified in the following examples. The liquid crystal composition is prepared according to the conventional method in the field, such as heating, ultrasonic wave, suspension and the like, and is mixed according to the specified proportion.
Tables 3 and 4 show the components and ratios of the liquid crystal composition of the comparative example and the results of the performance test conducted by filling the liquid crystal composition between two substrates of a liquid crystal display, so as to compare the performance with the liquid crystal composition of the present invention.
Comparative example 1
The liquid crystal composition of comparative example 1, which was filled between two substrates of a liquid crystal display and subjected to a performance test, was prepared according to the compounds and weight percentages listed in table 3, and the test data are shown in the following table:
TABLE 3 liquid crystal composition formula and its test performance
Comparative example 2
The liquid crystal composition of comparative example 2, which was filled between two substrates of a liquid crystal display and subjected to a performance test, was prepared according to the compounds and the weight percentages listed in table 4, and the test data are shown in the following table:
TABLE 4 liquid crystal composition formula and its test performance
Example 1
The liquid crystal composition of example 1 was prepared according to the compounds and weight percentages listed in table 5, and filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
TABLE 5 liquid crystal composition formulations and their test properties
Example 2
The liquid crystal composition of example 2 was prepared according to the compounds and weight percentages listed in table 6, and filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
TABLE 6 liquid crystal composition formula and its test performance
Example 3
The liquid crystal composition of example 3 was prepared according to the compounds and weight percentages listed in table 7, and filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
TABLE 7 liquid crystal composition formulations and their test properties
Example 4
The liquid crystal composition of example 4 was prepared according to the compounds and weight percentages listed in table 8, and filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
TABLE 8 liquid crystal composition formulations and their test properties
Referring to comparative examples 1 and 2, it can be seen from the above test data of examples 1, 2, 3 and 4 that the liquid crystal composition provided by the present invention has a small viscosity, a large dielectric anisotropy, a suitably high refractive index anisotropy and a high clearing point, and is advantageous in response speed blocking, good display effect and low-temperature storage stability, and suitable for use in AM display devices.
Claims (10)
1. A liquid crystal composition consisting of:
5-60% by weight of a compound of the formula I
10-50% by weight of a compound of the formula II
And
10-80% (by weight) of a compound of formula iii selected from one or more compounds from the group consisting of:
and
wherein,
R1and R2The same or different, each independently represents H, alkyl or alkoxy with 1-7 carbon atoms, or alkenyl or alkenyloxy with 2-7 carbon atoms;
R3and R4The same or different, each independently selected from the group consisting of an alkyl or alkoxy group having 1 to 5 carbon atoms and an alkenyl or alkenyloxy group having 2 to 5 carbon atoms;
L1、L2、L3and L4Are identical or different, are each independently H or F, and L2And L3At least one of which is F;
are the same or different and are each independently selected from the group consisting of A group of (a);
Z1、Z2、Z3and Z4The same or different, each independently selected from the group consisting of-COO-, -OCO-, -CH2O-、-OCH2-、-CH2CH2-、-(CH2)4-、-CF2O-、-OCF2-、-C2F4-、-CH2CF2-, -CF ═ CF-, -CH ═ CH-, and carbon-carbon single bonds;
X1and X2The same or different, each independently represents H, F, CN, SCN, a fluoroalkyl group having 1 to 7 carbon atoms, a fluoroalkoxy group having 1 to 7 carbon atoms, a fluoroalkenyl group having 2 to 7 carbon atoms, or a fluoroalkenoxy group having 2 to 7 carbon atoms;
m and n are the same or different and each independently represents 0 or 1.
2. The liquid crystal composition of claim 1, wherein the compound of formula I is selected from one or more compounds of the group consisting of:
and
wherein,
the R is1Selected from the group consisting of an alkyl or alkoxy group having 1 to 5 carbon atoms and an alkenyl or alkenyloxy group having 2 to 5 carbon atoms;
said L1Represents H or F.
3. The liquid crystal composition of claim 1, wherein the compound of formula ii is selected from one or more compounds of the group consisting of:
and
wherein,
the R is2Is selected from the group consisting of an alkyl or alkoxy group having 1 to 5 carbon atoms and an alkenyl or alkenyloxy group having 2 to 5 carbon atoms.
4. The liquid crystal composition of claim 1, wherein the compound of formula I comprises 15-40% of the total weight of the liquid crystal composition; the compound of the general formula II accounts for 10-40% of the total weight of the liquid crystal composition; and the compound of formula III accounts for 25-70% of the total weight of the liquid crystal composition.
5. The liquid crystal composition of claim 2, wherein the compound of formula I is selected from one or more compounds of the group consisting of:
and
6. the liquid crystal composition of claim 3, wherein the compound of formula II is selected from one or more compounds selected from the group consisting of:
and
7. the liquid crystal composition according to claim 1, wherein the compound of formula III is selected from one or more compounds in the group consisting of:
and
8. liquid crystal composition according to any one of claims 1 to 7, characterized in that it consists of:
16% by weight of a compound of formula (III-1-1);
14% by weight of a compound of the formula (II-1-4);
7% by weight of a compound of formula (II-3-2);
7% by weight of a compound of formula (II-4-2);
5% by weight of a compound of formula (II-4-3);
6% by weight of a compound of formula (II-2-3);
6% by weight of a compound of formula (III-4-1);
4% by weight of a compound of formula (III-2-1);
3% by weight of a compound of formula (III-5-2);
3% by weight of a compound of formula (III-6-2);
4% by weight of a compound of formula (III-4-3);
6% by weight of a compound of the formula (I-1-1);
6% by weight of a compound of the formula (I-1-2);
8% by weight of a compound of the formula (I-1-3); and
5% by weight of a compound of the formula (I-2-1);
alternatively, the liquid crystal composition consists of the following compounds:
40% by weight of a compound of formula (III-1-1);
3% by weight of a compound of formula (II-1-4);
3% by weight of a compound of formula (II-4-3);
6% by weight of a compound of formula (II-3-1);
10% by weight of a compound of formula (II-3-1);
6% by weight of a compound of formula (III-3-1);
3% by weight of a compound of formula (III-4-1);
3% by weight of a compound of formula (III-4-3);
4% by weight of a compound of the formula (I-1-1);
7% by weight of a compound of the formula (I-1-2);
7% by weight of a compound of the formula (I-1-3); and
8% by weight of a compound of the formula (I-2-1);
alternatively, the liquid crystal composition consists of the following compounds:
40% by weight of a compound of formula (III-1-1);
2% by weight of a compound of formula (II-3-1);
4% by weight of a compound of formula (II-3-2);
8% by weight of a compound of formula (III-4-1);
3% by weight of a compound of formula (II-1-4);
4% by weight of a compound of formula (III-2-1);
3% by weight of a compound of formula (III-5-2);
3% by weight of a compound of formula (III-6-2);
8% by weight of a compound of formula (III-4-3);
8% by weight of a compound of the formula (II-5-2);
5% by weight of a compound of the formula (I-1-2);
6% by weight of a compound of the formula (I-1-3); and
6% by weight of a compound of the formula (I-2-1);
alternatively, the liquid crystal composition consists of the following compounds:
46% by weight of a compound of formula (III-1-1);
5% by weight of a compound of the formula (II-1-4);
5% by weight of a compound of formula (II-3-2);
4% by weight of a compound of formula (III-4-1);
5% by weight of a compound of formula (II-3-3);
3% by weight of a compound of formula (III-5-2);
3% by weight of a compound of formula (III-6-2);
3% by weight of a compound of formula (III-4-4);
5% by weight of a compound of formula (II-6-2);
5% by weight of a compound of the formula (I-1-1);
5% by weight of a compound of the formula (I-1-2);
6% by weight of a compound of the formula (I-1-3); and
5% by weight of a compound of the formula (I-2-1).
9. A liquid crystal display device comprising the liquid crystal composition according to any one of claims 1 to 8.
10. An active matrix liquid crystal display device comprising the liquid crystal composition according to any one of claims 1 to 8.
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| CN104788298B (en) * | 2014-01-16 | 2016-08-17 | 江苏和成显示科技股份有限公司 | Liquid-crystal compounds containing difluoromethylenedioconnecting and combinations thereof thing and application |
| CN104788297B (en) * | 2014-01-16 | 2016-08-17 | 江苏和成显示科技股份有限公司 | Liquid-crystal compounds containing difluoromethylenedioconnecting and combinations thereof thing and application |
| CN103897708B (en) * | 2014-03-13 | 2016-08-24 | 石家庄诚志永华显示材料有限公司 | A kind of positive dielectric anisotropy liquid crystal composition |
| TWI591162B (en) * | 2016-04-12 | 2017-07-11 | Daxin Mat Corp | Liquid crystal composition and display unit containing the liquid crystal composition |
| CN107903915A (en) * | 2017-12-07 | 2018-04-13 | 西安近代化学研究所 | A kind of negative liquid crystal compound with benzofuran ring and combinations thereof |
| CN109181712B (en) * | 2018-10-10 | 2021-08-20 | 西安近代化学研究所 | Benzofuran liquid crystal compound with difluoromethyl ether bridge bond and composition thereof |
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